Ashton Kutcher and Demi Moore: 15 Years
Demi Moore became the world’s most famous cougar in 2003 when she started dating Ashton Kutcher. Their 15-year gap didn’t seem to be a problem, but Ashton’s alleged cheating was. In November 2011, Demi announced her intention to divorce her straying husband. Demi still looks phenomenal, so we say go even younger next time, girl!